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Cut The Tie Podcast
Episode 273
What happens after you’ve won the game—money, exits, prestige—and still feel like something’s missing? In this episode of Cut The Tie, Thomas Helfrich sits down with Gregory Shepard, a 12-time founder and serial entrepreneur, to talk about redefining success, embracing neurodiversity, and cutting ties with the systems that keep us playing small.
Gregory shares how growing up neurodivergent, surviving trauma, and building multiple businesses led him to question the traditional narrative of success. This conversation dives deep into the power of acceptance, the myth of the lone genius, and the frameworks Gregory uses to help founders thrive—with both business outcomes and personal peace.
About Gregory Shepard
Gregory is a 12-time startup founder, angel investor, and creator of Startup Science—a platform that helps early-stage companies avoid the common pitfalls that lead to failure. Diagnosed with autism and dyslexia, Gregory has turned his neurodivergence into a superpower, using structured thinking and systems design to help entrepreneurs achieve more with less chaos. His mission: to make entrepreneurship more accessible, inclusive, and effective.
In this episode, Thomas and Gregory Discuss:
Key Takeaways:
Connect with Gregory Shepard:
🌐 Website: gregoryshepard.com
🌐 Startup Science: startupscience.io
💼 LinkedIn: Gregory Shepard
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook Group: Cut the Tie
💼 LinkedIn: Thomas Helfrich
🌐 Website: cutthetie.com
📧 Email: [email protected]
🚀 InstantlyRelevant: instantlyrelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast
Episode 272
What if your personal story—full of family, faith, neurodivergence, and creativity—was your greatest business advantage? In this episode of Cut the Tie, Thomas Helfrich sits down with Averi Drummer (aka Siena Averi Feruzi), a womanist author, coach, and special education advocate who is building a life and business on her own terms.
From Spelman College to poetry, coaching, and special ed classrooms, Averi shares how cutting ties with perfectionism and self-doubt opened the door to confidence, creative ambition, and the launch of her new Bag Lady Financial Wellness coaching series. If you’ve ever waited to feel “qualified” before taking action, this episode is for you.
About Averi Drummer:
Averi Drummer is a Christian womanist author, coach, special education assistant, and founder of the Bag Lady Financial Wellness series. A graduate of Spelman College and the eldest sibling in a neurodiverse family, Averi brings lived experience, compassion, and creativity into everything she does. Whether she’s helping women with special needs families navigate identity or coaching aspiring creatives toward confidence, her mission is clear: to uplift others by using her voice and platform for change.
In this episode, Thomas and Averi discuss:
Key Takeaways:
Connect with Averi Drummer:
🌐 Website: siennavferuzi.gumroad.com
📧 Email: [email protected]
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook: Cut the Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: www.cutthetie.com
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast
Episode 271
What happens when you cut ties with perfection, corporate conformity, and even fear itself? In this episode of Cut the Tie, Thomas Helfrich sits down with Brigitte Cutshall, founder of Gemini Media, two-time cancer survivor, creative entrepreneur, and all-around badass.
From a career in publishing to beating aggressive cancer twice, Brigitte’s story is a powerful testament to resilience, humor, and building a business that prioritizes joy and purpose over prestige. She shares what it means to embrace imperfection, live life on your own terms, and run a business without losing your soul in the process.
About Brigitte Cutshall:
Brigitte Cutshall is the founder of Gemini Media, a creative content production company that helps businesses communicate clearly and authentically through storytelling, editing, and publishing. With a background in marketing, publishing, and communications, Brigitte is known for helping clients align their words with their mission. She’s also a two-time breast cancer survivor, military brat, runner, and passionate advocate for health, clarity, and community.
In this episode, Thomas and Brigitte discuss:
Key Takeaways:
Connect with Brigitte Cutshall:
🌐 Website: www.brigittecutshall.com
💼 LinkedIn: Brigitte Cutshall
📸 Instagram: @brigittecutshall
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook: Cut the Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: www.cutthetie.com
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast
Episode 270
What happens when a high-powered attorney walks away from a 20-year career to launch a beauty brand built around healing? In this vulnerable and inspiring episode of Cut the Tie, host Thomas Helfrich sits down with Ling Ling Nie, founder of Tender Cosmetics, a company reshaping how we think about beauty, with products that feel as good as they look.
Ling Ling opens up about health scares, identity struggles, and her journey from burnout to bold reinvention. She shares how stepping away from law helped her reconnect with her creativity, build a more sustainable life, and create a brand focused on self-care and empowerment.
About Ling Ling Nie:
Ling Ling Nie is the founder of Tender Cosmetics, a premium beauty brand designed around a unique cooling effect that refreshes the skin and uplifts the wearer. Before founding Tender, she spent two decades as a successful attorney and in-house counsel. After a health crisis forced her to rethink everything, Ling Ling cut ties with the career that defined her and stepped into a more purpose-driven, balanced path as a founder and creative entrepreneur.
In this episode, Thomas and Ling Ling discuss:
Key Takeaways:
Connect with Ling Ling Nie:
💄 Website: www.tender-cosmetics.com
📸 Instagram: @tender.cosmetics
📸 Instagram: @_linglingnie_
💼 LinkedIn: Ling Ling Nie
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook: Cut the Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: www.cutthetie.com
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 269
Melissa Aarskaug built a successful career in cybersecurity and leadership, but for years she played it safe—showing only the “W-2 version” of herself. In this episode of Cut The Tie, host Thomas Helfrich sits down with the Executive Connect podcast founder to talk about letting go of fear, showing up authentically, and learning to lead from a place of intention, not just ambition.
Melissa shares the moment she decided to stop playing small, the real-life impact of being vulnerable online, and why showing up fully—as a parent, a leader, and a human—is the most courageous thing you can do.
About Melissa Aarskaug:
Melissa started her career in civil and environmental engineering, building bridges and treatment facilities before pivoting into compliance and cybersecurity. Now a senior leader in the security sector and the founder of Executive Connect, she helps protect regulated industries from cyber threats while using her platform to help others cut through fear, imposter syndrome, and perfectionism. Through speaking, writing, and podcasting, Melissa inspires leaders to be more courageous, more intentional, and more human.
In this episode, Thomas and Melissa discuss:
Key Takeaways:
Connect with Melissa Aarskaug:
💼 LinkedIn: Melissa Aarskaug
🎙️ Executive Connect Podcast
📧 Reach out via LinkedIn for podcast invites, speaking inquiries, or media kit requests
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook: Cut The Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: cutthetie.com
📧 Email: [email protected]
🚀 instantlyrelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 268
Jayla Siciliano walked away from the entrepreneurial dream everyone chases—funding, Shark Tank success, high-growth business—only to realize she had built a life that didn’t align with what actually mattered to her. In this raw and relatable episode of Cut The Tie, host Thomas Helfrich sits down with Jayla to explore the emotional cost of chasing the wrong version of success, and how she pivoted to build a life—and business—on her own terms.
Now the founder of Atlas Group and host of the Seed Money podcast, Jayla shares insights from raising capital during a recession, navigating burnout, and helping founders rethink how they approach fundraising and alignment. This episode is a must-listen for anyone grinding through startup life and wondering, Is this really worth it?
About Jayla Siciliano:
Jayla is a corporate-turned-entrepreneur who built and exited a venture-backed beverage company, landed a deal with Mark Cuban on Shark Tank, and then realized she had lost herself in the process. Today, she runs Atlas Group, a luxury short-term rental company, and hosts Seed Money, a podcast that demystifies fundraising from a founder’s perspective. Through coaching and community, she helps early-stage entrepreneurs fundraise smarter—without losing themselves.
In this episode, Thomas and Jayla discuss:
Key Takeaways:
Connect with Jayla Siciliano:
💼 LinkedIn: Jayla Siciliano
🎙️ Seed Money Podcast
📅 Book a free pitch deck feedback session via her LinkedIn
Connect with Thomas Helfrich:
🐦 Twitter: @thelfrich
📘 Facebook: Cut The Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: cutthetie.com
📧 Email: [email protected]
🚀 instantlyrelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 267
Scott Morris knows what it’s like to win on paper—and still feel completely lost. In this powerful episode of Cut the Tie, Thomas Helfrich sits down with the exited founder, investor, and startup advisor to talk about cutting ties with identity, ego, and the illusion that achievement equals fulfillment.
Scott opens up about what happened after he sold his company and had the money, title, and resume most entrepreneurs dream of—only to discover he was still stuck in old patterns, unresolved trauma, and a relentless need to prove himself. What followed wasn’t another startup—it was a total reset.
About Scott Morris:
Scott is an exited founder, investor, and startup advisor who now focuses on helping entrepreneurs navigate the emotional and psychological challenges of leadership. After selling his company, Scott embarked on a personal transformation journey that included therapy, psychedelic exploration, and deep mindset work. Today, he blends his background in entrepreneurship with trauma-informed coaching to help founders build companies—and lives—that are sustainable, conscious, and aligned with their values.
In this episode, Thomas and Scott discuss:
Key Takeaways:
Connect with Scott Morris:
💼 LinkedIn: Scott Morris
Connect with Thomas Helfrich:
🐦 Twitter: https://twitter.com/thelfrich
📘 Facebook: https://www.facebook.com/groups/cutthetie/
💼 LinkedIn: https://www.linkedin.com/in/thomashelfrich/
🌐 Website: https://www.cutthetie.com/
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 266
Corrina Zennig is not your typical analyst—and she doesn’t want to be. In this episode of Cut the Tie, Thomas Helfrich sits down with the founder of The Lazy Analyst to talk about cutting ties with the pressure to overperform, overwork, and constantly prove your worth.
Corrina shares how she went from a burned-out scientist to a thriving entrepreneur by rejecting industry norms and trusting her own voice. They talk data (yes), but also autonomy, self-leadership, and how to build a business around your actual life—not a LinkedIn fantasy.
Whether you’re stuck in a job that’s all performance and no payoff or wondering if it’s possible to run a real business with real boundaries, this episode is your permission slip to make work... work for you.
In this episode, Thomas and Corrina discuss:
Key Takeaways:
Connect with Corrina Zennig:
🔗 Website: https://www.lazyanalyst.com/
💼 LinkedIn: Corrina Zennig
Connect with Thomas Helfrich:
🐦 Twitter: https://twitter.com/thelfrich
📘 Facebook: https://www.facebook.com/groups/cutthetie/
💼 LinkedIn: https://www.linkedin.com/in/thomashelfrich/
🌐 Website: https://www.cutthetie.com/
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 262
In this introspective and powerful episode of Cut the Tie, Thomas sits down with David Steele—entrepreneur, investor, restaurateur, and founder of One Wealth Advisors—to unpack a career built on service, reinvention, and emotional intelligence. From growing up poor to managing over $1.1 billion in client assets, David shares the lessons behind every scar, including why he walked away from Bear Stearns and how failure in one restaurant birthed a booming hospitality empire.
David also opens up about choosing not to have children and how a life of intentional service shaped his purpose beyond money, homes, or success.
About David Steele:
David Steele is the founder and CEO of One Wealth Advisors, a boutique financial planning firm with over $1.1 billion in assets under management. He’s also the executive chairman of a thriving hospitality group responsible for one of the most successful restaurants in San Francisco history. From financial planning to food, David believes that every business should be built to last—and built in the service of others.
In this episode, Thomas and David discuss:
Key Takeaways:
Connect with David Steele:
🔗 Website: https://davidsteele.xyz
Connect with Thomas Helfrich:
🐦 Twitter: https://twitter.com/thelfrich
📘 Facebook: https://www.facebook.com/groups/cutthetie/
💼 LinkedIn: https://www.linkedin.com/in/thomashelfrich/
🌐 Website: https://www.cutthetie.com/
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
Send us Fan Mail
Cut The Tie Podcast with Thomas Helfrich
Episode 264
Alexander Veach, founder of VCI, joins Thomas to talk about what it takes to break free from perfectionism and analysis paralysis to build something transformative. In this episode, Alex shares how his AI-powered platform is redefining due diligence for private equity and venture capital—especially in life sciences—by converting messy, unstructured data into fast, investor-ready insights. But behind the tech is a mindset shift: letting go of over-preparation and leaning into speed, clarity, and conviction.
About Alexander Veach
Alex Veach is the founder of VCI, an AI platform automating due diligence and data packaging for private equity and venture capital firms. With a background spanning bioengineering, consulting, and software, Alex brings deep operational and analytical expertise to the capital markets. His mission: to bring Bloomberg-level intelligence to private market transactions, making capital flow faster, smarter, and with more impact.
In This Episode:
Key Takeaways:
🔗 Connect with Alexander Veach
💼 LinkedIn: Alexander Veach
🌐 Website:https://veach.co/
📣 Ideal partners: PE & VC firms, secondaries buyers, M&A advisors, and founders dealing with messy due diligence data
🚀 Early access to VCI now available for select firms—reach out to join the pilot
🔗 Connect with Thomas Helfrich
🐦 Twitter: https://twitter.com/thelfrich
📘 Facebook: https://www.facebook.com/groups/cutthetie/
💼 LinkedIn: https://www.linkedin.com/in/thomashelfrich/
🌐 Website: https://www.cutthetie.com/
📧 Email: [email protected]
🚀 InstantlyRelevant.com
Support the show
https://www.youtube.com/@cutthetie
From the publisher's feed
Cut The Tie and Own Your Success reveals how high performers think, decide, and overcome obstacles—so you can apply one actionable idea each week.
Each short episode (<10…
Insights focus on four areas where people “cut ties”: Finances, Relationships, Health, and Faith.
Guests span operators and outliers—CEOs, entrepreneurs, executives, athletes, creators, scientists, and community leaders—people who’ve cut real ties and can show you how.
Do this next
Own your success.
Cut the tie.
Thomas Helfrich
Host & Founder